Artis Leon Ivey Jr., better known by his stage name Coolio, had the most frequently recurring role of any "Futurama" guest star on this list. The rapper, best known for his hit song "Gangsta's Paradise," was the voice of Kwanzaabot, one of three December holiday representatives in the series alongside Robot Santa and the Chanukah Zombie. First introduced in the Season 3 episode "A Tale of Two Santas," Kwanzaa-bot helped save Earth in "Bender's Big Score" and had a segment in Season 6's "The Futurama Holiday Spectacular."
Coolio died on September 28, 2022, due to suffering cardiac arrest at a friend's house. He was only 59 years old at the time of his death. An autopsy later revealed that his heart attack was caused by an accidental overdose of fentanyl, heroin, and methamphetamine.
Coolio recorded one more guest appearance for the Hulu revival of "Futurama" before his death. The episode will be dedicated to his memory. Producer David X. Cohen told TMZ, "Coolio was one of my favorite guests. He was always totally upbeat and genuinely enjoyed coming in to record as his character Kwanzaa-bot."
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